Quercetol A

Details

• Internal ID: 2291c4a7-341c-4dbe-b9d3-19956430b106
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: (2R,3S,4S)-5-methoxy-8,8-dimethyl-2-phenyl-3,4-dihydro-2H-pyrano[2,3-h]chromene-3,4-diol
• SMILES (Canonical): CC1(C=CC2=C3C(=C(C=C2O1)OC)C(C(C(O3)C4=CC=CC=C4)O)O)C
• SMILES (Isomeric): CC1(C=CC2=C3C(=C(C=C2O1)OC)[C@@H]([C@@H]([C@H](O3)C4=CC=CC=C4)O)O)C
• InChI: InChI=1S/C21H22O5/c1-21(2)10-9-13-14(26-21)11-15(24-3)16-17(22)18(23)19(25-20(13)16)12-7-5-4-6-8-12/h4-11,17-19,22-23H,1-3H3/t17-,18-,19+/m0/s1
• InChI Key: APXKYALORJTRLL-GBESFXJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₅
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.14672380 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• LMPK12020197

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9549	95.49%
Caco-2	+	0.7846	78.46%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7157	71.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8999	89.99%
OATP1B3 inhibitior	+	0.9771	97.71%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8436	84.36%
P-glycoprotein inhibitior	+	0.6071	60.71%
P-glycoprotein substrate	-	0.7294	72.94%
CYP3A4 substrate	+	0.5788	57.88%
CYP2C9 substrate	-	0.6201	62.01%
CYP2D6 substrate	-	0.6683	66.83%
CYP3A4 inhibition	-	0.5521	55.21%
CYP2C9 inhibition	-	0.6762	67.62%
CYP2C19 inhibition	+	0.7378	73.78%
CYP2D6 inhibition	-	0.8292	82.92%
CYP1A2 inhibition	-	0.7114	71.14%
CYP2C8 inhibition	+	0.6189	61.89%
CYP inhibitory promiscuity	+	0.6404	64.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4566	45.66%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.5418	54.18%
Skin irritation	-	0.7835	78.35%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7715	77.15%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6801	68.01%
skin sensitisation	-	0.8546	85.46%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7127	71.27%
Acute Oral Toxicity (c)	III	0.5871	58.71%
Estrogen receptor binding	+	0.8017	80.17%
Androgen receptor binding	+	0.5919	59.19%
Thyroid receptor binding	+	0.7491	74.91%
Glucocorticoid receptor binding	+	0.7275	72.75%
Aromatase binding	-	0.5594	55.94%
PPAR gamma	+	0.6655	66.55%
Honey bee toxicity	-	0.7952	79.52%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6051	60.51%
Fish aquatic toxicity	+	0.9563	95.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.91%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.83%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	86.39%	83.82%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.92%	97.14%
CHEMBL2535	P11166	Glucose transporter	84.57%	98.75%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.84%	89.44%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.19%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.91%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.94%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	80.75%	90.20%
CHEMBL4208	P20618	Proteasome component C5	80.43%	90.00%
CHEMBL2581	P07339	Cathepsin D	80.07%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.05%	92.62%

Plants that contains it

• Tephrosia quercetorum

Cross-Links

• PubChem: 44257151
• LOTUS: LTS0023358
• wikiData: Q76546220